In this paper, we experimentally studied group polarimetric pressure sensitivity of a fabricated elliptical-core side-hole fiber (EC-SHF). We investigated the polarimetric behavior of this fiber under three steps of chosen pressure intervals of 100 to 104 lbf/in 2 , 1000 to 1004 lbf/in 2 , and 2000 to 2004 lbf/in 2 , respectively. We obtained high group polarimetric sensitivity from 2.6 × 10 −7 (3.7 × 10 −5 MPa −1 ) to 3 × 10 −7 (lbf/in 2 ) -1 (4.3 × 10 −5 MPa −1 ) under 100 to 104 lbf/in 2 pressure interval, which decreased under upper pressure intervals. We carried out a simulation to understand the reason for change of polarimetric sensitivity at telecommunication wavelengths (1550-nm region) and also the relationship between the group birefringence variation and increasing pressure. For this purpose, by using finite-element method, we demonstrate the effects of structural deformation and stress variation of EC-SHF cross section on spectral transformation of fundamental polarization modes. Our simulation and experimental results are in agreement with each other and indicate that under different pressure intervals, shorter wavelengths have more birefringence variation and pressure sensitivity than longer wavelengths. These results show that changing the group birefringence and pressure sensitivity in lower pressure are higher than the upper ones.Index Terms-Elliptical core side-hole fiber, finite element method, group polarimetric sensitivity, telecommunication wavelengths.